Pittsburgh

$59+ Cheap flights from Midway (MDW) to Pittsburgh (PIT)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 4/1. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — PIT
Feb 23 — Mar 21
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Cheap flight deals from Midway to Pittsburgh

Discover tips and strategies to find the most affordable flight options for your journey from Midway (MDW) to Pittsburgh (PIT). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated February 18, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$170
(Booking.com)

One-way from

$59
(Southwest)

Popular in

December

Cheapest in

February

Average price

$137

Good round-trip deal

$256 or less

Good one-way deal

$108 or less
Provider with most accurate pricing for Chicago Midway-Pittsburgh flight deals.
Provider most trusted by Cheapflights users for Chicago Midway-Pittsburgh flights.
From Chicago Midway to Pittsburgh
One-way flight from Chicago Midway to Pittsburgh
Highest demand for flights based on searches. 21% potential increase in price ($96 potential increase over avg. RT price).
Cheapest flight prices on average. 10% potential price decrease ($35 potential savings vs. average RT price).
Average for round-trip flights in February 2025
Price to beat on a round-trip flight from Chicago Midway to Pittsburgh.
Price to beat on a one-way flight from Chicago Midway to Pittsburgh.

Find flight deals from Midway to Pittsburgh

Cheapest flights from Midway to Pittsburgh
Explore the most affordable flight options available from Midway to Pittsburgh. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 18, 2025.

This Frontier deal was found by Cheapflights users on 2/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/138:00 amMDW - PIT
1 stop5h 42mFrontier
Fri 4/189:46 amPIT - MDW
1 stop11h 09mFrontier
Deal found 2/17$170
This Southwest deal was found by Cheapflights users on 2/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/34:45 pmMDW - PIT
1 stop5h 50mSouthwest
Sat 4/56:25 amPIT - MDW
Nonstop1h 30mSouthwest
Deal found 2/17$172
This Delta deal was found by Cheapflights users on 2/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/145:59 pmMDW - PIT
1 stop4h 02mDelta
Tue 4/226:25 amPIT - MDW
1 stop3h 15mDelta
Deal found 2/17$177
This Mytrip deal was found by Cheapflights users on 2/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/68:05 amMDW - PIT
1 stop5h 22mAllegiant Air
Sun 6/83:12 pmPIT - MDW
2 stops23h 51mAllegiant Air
Deal found 2/17$382
This Mytrip deal was found by Cheapflights users on 2/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/62:53 pmMDW - PIT
2 stops27h 08mMultiple Airlines
Sun 6/83:12 pmPIT - MDW
2 stops23h 51mMultiple Airlines
Deal found 2/17$446

Find flights from Midway to Pittsburgh within your budget

Customize your flight search to find flights from Midway to Pittsburgh that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated February 18, 2025.

Fly from

Midway

Fly to

Pittsburgh

Route

Depart

Return

Price

ChicagoPittsburgh

MDW - PIT

MDWPIT

Chicago Midway

Sun 4/13

8:00 am-2:42 pm

1 stop5h 42m

Pittsburgh

Fri 4/18

9:46 am-7:55 pm

1 stop11h 09m

$170

ChicagoPittsburgh

MDW - PIT

MDWPIT

Chicago Midway

Thu 4/3

4:45 pm-11:35 pm

1 stop5h 50m

Pittsburgh

Sat 4/5

6:25 am-6:55 am

Nonstop1h 30m

$172

ChicagoPittsburgh

MDW - PIT

MDWPIT

Chicago Midway

Mon 4/14

5:59 pm-11:01 pm

1 stop4h 02m

Pittsburgh

Tue 4/22

6:25 am-8:40 am

1 stop3h 15m

$177

ChicagoPittsburgh

MDW - PIT

MDWPIT

Chicago Midway

Fri 6/6

8:05 am-2:27 pm

1 stop5h 22m

Pittsburgh

Sun 6/8

3:12 pm-2:03 pm

2 stops23h 51m

$382

ChicagoPittsburgh

MDW - PIT

MDWPIT

Chicago Midway

Fri 6/6

2:53 pm-7:01 pm

2 stops27h 08m

Pittsburgh

Sun 6/8

3:12 pm-2:03 pm

2 stops23h 51m

$446

ChicagoPittsburgh

MDW - PIT

MDWPIT

Chicago Midway

Tue 4/1

10:05 am-12:25 pm

Nonstop1h 20m

$59

ChicagoPittsburgh

MDW - PIT

MDWPIT

Chicago Midway

Thu 4/10

10:19 am-8:43 am

1 stop21h 24m

$63

ChicagoPittsburgh

MDW - PIT

MDWPIT

Chicago Midway

Fri 3/14

6:42 pm-11:05 pm

1 stop3h 23m

$89

ChicagoPittsburgh

MDW - PIT

MDWPIT

Chicago Midway

Fri 5/9

8:35 am-7:27 pm

1 stop9h 52m

$129

ChicagoPittsburgh

MDW - PIT

MDWPIT

Chicago Midway

Fri 5/30

7:00 pm-7:01 pm

2 stops23h 01m

$146

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/17

Compare providers for flights from Midway to Pittsburgh

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Midway to Pittsburgh in February.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
CheapTicketsDealPrice Accuracy3 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Chicago Midway Airport-Pittsburgh flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago Midway Airport-Pittsburgh flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Chicago Midway Airport-Pittsburgh flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Chicago Midway Airport-Pittsburgh flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Chicago Midway Airport-Pittsburgh flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Midway to Pittsburgh

Have a flexible travel schedule? Discover the best time to fly to Pittsburgh from Midway with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Travel insights for flights from Midway to Pittsburgh

Get recent, data-driven insights about flights from Midway to Pittsburgh including ideal travel times, pricing trends, and more.

What is the cheapest time of day to fly from MDW to PIT?

Find hourly flight availability from Midway to Pittsburgh. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated February 18, 2025.

Unlike at noon, when flights are generally more expensive, you can save up to 30% on flights from Chicago Midway Airport to Pittsburgh by exploring options for tickets in the evening.

Rainfall in Pittsburgh by month

Plan your trip to Pittsburgh by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Pittsburgh ranges from 2.3 - 4.3 inches per month. June is typically the wettest month, when rainfall can reach 4.3 in. October is typically the driest time to visit Pittsburgh when rainfall is around 2.3 in.

Temperature in Pittsburgh by month

Plan your trip to Pittsburgh by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Pittsburgh, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 28.4 F).

Reviews of airlines servicing Pittsburgh

Get insights into the airlines that provide service to Pittsburgh. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Pittsburgh. Reviews last updated February 18, 2025.
Get a feel of what it's like to fly with Southwest, Delta and Allegiant Air from Chicago to Pittsburgh by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.

Crew

8.7

Entertainment

7.6

Comfort

8.1

Food

7.1

Boarding

8.2

Overall

8.1

Reviews

1 / 20

2.0
Mediocre

Steven,Feb 2025

BZN - DEN

Bozeman Airport knows how to deal with snow. I saw many airlines leave with only small delays due to the foot of snow. Our plane was 4 hours delayed. I missed my connection in Denver with a 3.5 hour layover. Because of that, the best you Southwest could do was make me wait more hours, them send me to Chicago Midway, where I had to wait overnight, for 7 more hours until a flight to RSW was available. Nobody at Southwest told me that Midway shuts down after 8pm. Everything was closed. I had no idea. You just dumped me there. I am a 65 year old man and you dumped me in Midway without even a couch to lie on. I was awake 21 hours because of this. No, it was not an act of God. Other airlines were moving passengers out. It was incompetence Shame on you.

Crew

8.7

Entertainment

7.6

Comfort

8.1

Food

7.1

Boarding

8.2

Overall

8.1

Reviews

1 / 20

2.0
Mediocre

Steven,Feb 2025

BZN - DEN

Bozeman Airport knows how to deal with snow. I saw many airlines leave with only small delays due to the foot of snow. Our plane was 4 hours delayed. I missed my connection in Denver with a 3.5 hour layover. Because of that, the best you Southwest could do was make me wait more hours, them send me to Chicago Midway, where I had to wait overnight, for 7 more hours until a flight to RSW was available. Nobody at Southwest told me that Midway shuts down after 8pm. Everything was closed. I had no idea. You just dumped me there. I am a 65 year old man and you dumped me in Midway without even a couch to lie on. I was awake 21 hours because of this. No, it was not an act of God. Other airlines were moving passengers out. It was incompetence Shame on you.

8.0
Very good

Crew

8.7

Entertainment

7.6

Comfort

8.1

Food

7.1

Boarding

8.2

Overall

8.1

Reviews

1 / 20

2.0
Mediocre

Steven,Feb 2025

BZN - DEN

Bozeman Airport knows how to deal with snow. I saw many airlines leave with only small delays due to the foot of snow. Our plane was 4 hours delayed. I missed my connection in Denver with a 3.5 hour layover. Because of that, the best you Southwest could do was make me wait more hours, them send me to Chicago Midway, where I had to wait overnight, for 7 more hours until a flight to RSW was available. Nobody at Southwest told me that Midway shuts down after 8pm. Everything was closed. I had no idea. You just dumped me there. I am a 65 year old man and you dumped me in Midway without even a couch to lie on. I was awake 21 hours because of this. No, it was not an act of God. Other airlines were moving passengers out. It was incompetence Shame on you.

Crew

8.7

Entertainment

7.6

Comfort

8.1

Food

7.1

Boarding

8.2

Overall

8.1

Reviews

1 / 20

2.0
Mediocre

Steven,Feb 2025

BZN - DEN

Bozeman Airport knows how to deal with snow. I saw many airlines leave with only small delays due to the foot of snow. Our plane was 4 hours delayed. I missed my connection in Denver with a 3.5 hour layover. Because of that, the best you Southwest could do was make me wait more hours, them send me to Chicago Midway, where I had to wait overnight, for 7 more hours until a flight to RSW was available. Nobody at Southwest told me that Midway shuts down after 8pm. Everything was closed. I had no idea. You just dumped me there. I am a 65 year old man and you dumped me in Midway without even a couch to lie on. I was awake 21 hours because of this. No, it was not an act of God. Other airlines were moving passengers out. It was incompetence Shame on you.

Crew

8.7

Entertainment

7.6

Comfort

8.1

Food

7.1

Boarding

8.2

Overall

8.1

Reviews

1 / 20

2.0
Mediocre

Steven,Feb 2025

BZN - DEN

Bozeman Airport knows how to deal with snow. I saw many airlines leave with only small delays due to the foot of snow. Our plane was 4 hours delayed. I missed my connection in Denver with a 3.5 hour layover. Because of that, the best you Southwest could do was make me wait more hours, them send me to Chicago Midway, where I had to wait overnight, for 7 more hours until a flight to RSW was available. Nobody at Southwest told me that Midway shuts down after 8pm. Everything was closed. I had no idea. You just dumped me there. I am a 65 year old man and you dumped me in Midway without even a couch to lie on. I was awake 21 hours because of this. No, it was not an act of God. Other airlines were moving passengers out. It was incompetence Shame on you.

Related info for your journey

Find useful and relevant information for your journey from Midway to Pittsburgh. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
  • What airport do you fly into for flights to Pittsburgh from Chicago Midway?

    Pittsburgh (PIT), located 13.5 mi from the city center, is the airport you fly into when you book flights from Chicago Midway to Pittsburgh. 1 airline have flights to Pittsburgh from Chicago Midway on a regular basis. Booking flights from Chicago Midway to Pittsburgh should not be difficult; the airport handles an average of 2 inbound flights from Chicago Midway per day.

  • What are the cheapest airlines flying from Chicago Midway Airport to Pittsburgh round-trip?

    Currently priced at $170, Frontier will fly you from Chicago Midway Airport to Pittsburgh and back. In addition to Frontier, many other airlines offer competitively priced options for your trip. Search Cheapflights for deals from Southwest and Delta - these airlines can fly you to your destination from $172 and $177, respectively. Frontier is currently priced 52% below the average price you’ll pay for this route.

  • What are the cheapest airlines to fly from Chicago Midway Airport to Pittsburgh one-way?

    For one-way options, check prices for Southwest. According to our data, you can fly for as low as $59. Users have also found prices from $63 and $89 on Frontier and Delta, respectively.

  • What are the cheapest flights from Chicago Midway Airport to Pittsburgh?

    While on average a flight from Chicago Midway Airport to Pittsburgh is generally $258, our data shows the cheapest flight currently is $68. When looking at the most popular route, (Chicago Midway - Pittsburgh), you can expect to pay $127 for that flight.

  • Can I find deals for flights from Midway to Pittsburgh that include hotel bookings?

    Yes. In addition to deals on Midway to Pittsburgh flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Midway to Pittsburgh?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Midway to Pittsburgh.

  • Can I find deals for business class flights from Midway to Pittsburgh?

    Yes. Cheapflights offers flight deals from Midway to Pittsburgh by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Chicago Midway Airport to Pittsburgh?

    Currently, August is the cheapest month in which you can book a flight from Chicago Midway Airport to Pittsburgh (average of $262). Flying from Chicago Midway Airport to Pittsburgh in November is currently the most expensive (average of $333). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Chicago Midway Airport?

Book flights to Chicago Midway Airport if you plan to visit one of these locations
Monroeville
Washington
Steubenville
Belle Vernon

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Top airline flying from Midway to Pittsburgh

Discover the top airline that operate flights from Midway to Pittsburgh. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated February 18, 2025.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$137Average$414FlexibilityNo cancel feeOn-time63%
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